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Latest Flight Deals to Chicago from S$ 527

Search for flights to Chicago and check out affordable one-way and round-trip options.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Popular Airlines Flying to Chicago

See which airlines fly to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

United Airlines
From S$ 527
Ana
From S$ 769
STARLUX Airlines
From S$ 782
China Airlines
From S$ 790
Air China
From S$ 830
Eva Air
From S$ 841
ZIPAIR
From S$ 848
Scoot
From S$ 856
Singapore Airlines
From S$ 857
VietJet Air
From S$ 880
ANA airlines

Find more flights and airlines

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Airports in Chicago

Learn about the different airports in Chicago, find the best flight and transfer options, and plan your journey.

FAQs about Flights to Chicago

  • How much is a flight from Singapore to Chicago?
    The average ticket price to Chicago is S$ 901. Please use this price as a reference only.
  • How long is the flight to Chicago?
    • Approx. 24 hours 27 minutes to fly from Singapore to Chicago.
    • Approx. 4 hours 24 minutes to fly from San Francisco to Chicago.
    • Approx. 2 hours 53 minutes to fly from New York to Chicago.
    • Approx. 21 hours 55 minutes to fly from Jakarta to Chicago.
  • How to get cheap flights to Chicago?
    You can book cheaper flights in the following ways:
    • Search for tickets to a city or airport near Chicago.
    • Look up different airlines that have flights to Chicago.
    • Browse different departure dates from the same month.
    • Filter for different departure times from the same day.
    • Check for discount information on various social media sites.
    • Explore deals and discounts on airline websites.
  • What is the most popular month to visit Chicago?
    Understanding peak and off travel seasons to Chicago can help you arrange your travel plans accordingly. The most popular month to visit Chicago is April. The average price of flight tickets to Chicago in April is S$ 636.
  • When to buy flight tickets to Chicago the cheapest?
    Flight tickets to Chicago are the cheapest in March compared to other months, the average price is S$ 1,790.
  • What are the major airports in Chicago?
  • What is the transportation method from the main airport to downtown in Chicago?
    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • Which popular airlines have flights to Chicago?
    Popular airlines with flights to Chicago: Frontier Airlines , Spirit Airlines , and United Airlines .
  • What are some popular attractions in Chicago?
    There are lots of attractions to choose from in Chicago: Groupon Corporate Headquarters (2 km from the city centre) , Clark Street (2 km from the city centre) and Orca Aart Gallery (2 km from the city centre) are the most popular attractions close to the city centre.

Find cheapest flight ticket to Chicago from Singapore

Cheapest direct flight priceS$ 814
Cheapest monthApril
Peak season for travelSeptember